365 Sherwood Drive
$3,950,000
5 bd 6 ba 7,031 sqft
365 Sherwood Drive
Flat Rock, NC 28731
10 days on market
Property Type
Residential
Year Built
1938
Lot Size
Garage
2 spaces

About This Property

In the storied heart of Flat Rock lies Hopewood, an extraordinary estate that blends timeless elegance with welcoming warmth. Set on nearly six acres of formal gardens, private courtyards and tranquil retreats, this rare property is a Southern treasure. Originally commissioned in 1938 by Reuben B. and Hope Thomson Robertson, the residence was designed by their nephew, James Gamble Rogers II, a distinguished architect trained at the École des Beaux-Arts in Paris. The Robertson family’s legacy is deeply entwined with the history of Champion Paper, the Great Smoky Mountains National Park and Asheville itself, giving Hopewood a provenance as rich as its beauty. Approached beneath a canopy of trees, the main home opens through the original solid cherrywood door into a grand foyer, where a sweeping staircase and quarter-sawn oak floors laid in elegant patterns set the tone. Gracious living and dining rooms, each with wood-burning fireplaces, showcase high ceilings, plaster walls and fine wainscoting, while the loggia, with its terrazzo floors, leads to a Japanese-inspired stone-walled garden. A temperature-controlled wine room, handsome library with fireplace, and bright en-suite guest room complete the main level. At the heart of the home, the thoughtfully updated kitchen features a Sub-Zero refrigerator, Wolf six-burner range, expansive island and adjoining casual dining space that flows naturally to the outdoor terraces. An entertainment pantry with a secondary dishwasher and beverage cooler elevates gatherings, while a hidden elevator connects all levels with ease. Upstairs, a spacious library, two porches and two additional en-suite bedrooms offer refined comfort. The primary suite impresses with vaulted ceilings, dual dressing rooms, a spa-like bath and a morning bar. Original details, from preserved moldings to artisan light fixtures, are complemented by sensitive updates that respect the home’s history while enhancing livability. The estate’s grounds are equally captivating. Formal boxwood gardens, cutting beds and a heritage Japanese maple (imported in the 1890s) create a horticultural tapestry of rare beauty. Meandering paths lead to a stone fire pit, a garden pavilion and tranquil lawns designed for outdoor entertaining. Two charming guest cottages, one with two bedrooms and two baths, the other with two bedrooms, a full bath and half bath, add versatility for hosting, caretakers or extended family. In total, the property encompasses seven bedrooms, six full baths and two half baths. Hopewood is more than an estate, it is a living legacy. Lovingly stewarded through generations and protected by preservation easement, it embodies the enduring spirit of Flat Rock, where history, nature and refinement meet in one of the South’s cherished settings. Seller offering finance options.

Property Details

Interior

Bedrooms
5
Bathrooms
6
Living Area
7,031 sqft

Exterior & Lot

Year Built
1938
Garage Spaces
2

Location

Subdivision
Sherwood
County
Henderson
ZIP Code
28731

Financial

Listing Terms
Cash, Conventional
HOA Fee
$2,600/mo

Utilities

Sewer
Septic Installed

Schools

Elementary
Hillandale
Middle School
Flat Rock
High School
East

Interior Features

Attic Stairs Pulldown, Built-in Features, Elevator, Entrance Foyer, Kitchen Island, Pantry, Storage, Walk-In Closet(s), Walk-In Pantry, Wet Bar

Appliances

Bar Fridge, Dishwasher, Double Oven, Dryer, Electric Water Heater, Gas Cooktop, Gas Oven, Gas Range, Microwave, Oven, Refrigerator with Ice Maker, Tankless Water Heater, Washer, Washer/Dryer, Wine Refrigerator

Patio & Porch Features

Patio, Porch, Rear Porch, Side Porch

Lot Features

Cleared, Green Area, Level, Pasture, Wooded

Location

Listing Information

MLS #
CAR4353114
Listing Agent
Marilyn Wright
Listing Office
Premier Sotheby’s International Realty
Listed Date
Apr 14, 2026
Susan Young
Susan Young
Realtor®, Broker Associate

Contact Susan Young About This Property

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